Synthesis of Water-Soluble Menthol Derivatives Using Response Surface Methodology
Shafaq Nisar(1), Muhammad Asif Hanif(2), Umer Rashid(3*), Muhammad Idrees Jilani(4), Ijaz Ahmad Bhatti(5), Imtiaz Ali(6), Bartłomiej Zieniuk(7)
(1) Nano and Biomaterials Lab, Department of Chemistry, University of Agriculture Faisalabad, Faisalabad 38040, Pakistan
(2) Nano and Biomaterials Lab, Department of Chemistry, University of Agriculture Faisalabad, Faisalabad 38040, Pakistan
(3) Institute of Nanoscience and Nanotechnology (ION2), Universiti Putra Malaysia, 43400 Serdang, Selangor, Malaysia; Center of Excellence in Catalysis for Bioenergy and Renewable Chemicals (CBRC), Faculty of Science, Chulalongkorn University, Pathumwan, Bangkok 10330, Thailand
(4) Punjab Bio-energy Institute (PBI), University of Agriculture Faisalabad, Faisalabad 38040, Pakistan
(5) Nano and Biomaterials Lab, Department of Chemistry, University of Agriculture Faisalabad, Faisalabad 38040, Pakistan
(6) Department of Chemical and Materials Engineering, Faculty of Engineering Rabigh, King Abdulaziz University, Rabigh 21911, Saudi Arabia
(7) Department of Chemistry, Institute of Food Sciences, Warsaw University of Life Sciences, 159C Nowoursynowska Street, 02776 Warsaw, Poland
(*) Corresponding Author
Abstract
In this study, menthol was glycosylated with starch in the presence of α-amylase to produce menthyl maltoside (MenM) as the primary product. Optimization of the experimental parameters, including the menthol-starch ratio, enzyme concentration, temperature, and time, was performed using response surface methodology (RSM). The RSM-generated model displayed adequate accuracy and reasonable predictability for the MenM yield under the specified experimental conditions. Under the optimized reaction conditions of the menthol-to-starch ratio of 1:3 (50 °C, 18 h) and enzyme concentration of 50 U, the highest yield of MenM (23.7%) was obtained. Fourier transform infrared and nuclear magnetic resonance spectroscopies were employed to analyze the synthesized menthol derivative MenM. Compared with standard menthol, the synthesized menthol derivatives displayed various biological activities, including antioxidant, antibacterial, antifungal, and insecticidal properties. The results of this study demonstrate the effectiveness of RSM-optimized synthesis of MenM from the glycosylation of menthol with starch. This study showed that MenM is highly soluble in water and can be easily stored owing to its non-volatile nature.
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DOI: https://doi.org/10.22146/ijc.94761
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